Membrane affinity of antituberculotic drug conjugate using lipid monolayer containing mycolic acid

Cs B. Pénzes, D. Schnöller, K. Horváti, Sz Bosze, G. Mezo, É Kiss

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9 Citations (Scopus)


Surface behaviour of mixed monolayers of DPPC and mycolic acid as a specific membrane component of Mycobacterium tuberculosis were studied by Langmuir-balance technique. Additivity analysis of the surface pressure-area isotherms showed that mixed layers are expanded at higher temperature (36 °C) while negative excess surface areas were obtained depending on the composition at lower temperature (24 °C). Strong condensation and aggregated structure of the mixed layer was revealed by AFM. Isoniazid (INH) which is an effective bactericidal synthetic therapeutic agent for the treatment of tuberculosis was conjugated with a tuftsin derivative (TKPKG) and a lipophilic molecule (palmitic acid) to enhance its specific delivery and cellular uptake. Membrane affinity of the lipopeptide conjugate pal-T5-(INH)2 was estimated from penetration experiments using model lipid monolayers. Degree of penetration was higher into mycolic acid containing monolayers than to phospholipon. The lipopeptide conjugate pal-T5-(INH)2 presented the highest membrane affinity to DPPC:MA layer at lower temperature. Temperature dependent organization of the mixed film was in accordance with the degree of penetration indicating the importance of structural characteristics in molecular interaction between drug and membrane components.

Original languageEnglish
Pages (from-to)142-148
Number of pages7
JournalColloids and Surfaces A: Physicochemical and Engineering Aspects
Publication statusPublished - Nov 5 2012


  • DPPC
  • Langmuir monolayer
  • Lipopeptide drug conjugate
  • Membrane affinity
  • Mycolic acid

ASJC Scopus subject areas

  • Surfaces and Interfaces
  • Physical and Theoretical Chemistry
  • Colloid and Surface Chemistry

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